$140 Find Cheap Flights from Caribbean Islands to Louisville

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Louisville departing on 2/5. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$246
Typical prices: $289-$451
Delta
Wed 3/4Tue 3/10
SJU - SDF • 1 stop
Cheapest one-way
$130
Typical prices: $133-$183
Multiple Airlines
Thu 2/5
SJU - SDF • 1 stop
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Flight Deals
Useful Info
Flight Deals

Cheap Flights from Caribbean Islands to Louisville

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Caribbean Islands to Louisville that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Caribbean Islands to Louisville

Wed, Mar 4 - Tue, Mar 10
Delta Logo
6:15 am - 11:27 am
SJU
-
SDF
6h 12m
1 stop
Delta Logo
10:13 am - 8:18 pm
SDF
-
SJU
10h 05m
1 stop
$246Delta
Wed, Mar 4 - Mon, Mar 9
American Airlines Logo
8:40 am - 5:21 pm
SJU
-
SDF
9h 41m
2 stops
American Airlines Logo
7:00 am - 8:34 pm
SDF
-
SJU
13h 34m
1 stop
$286American Airlines
Tue, Mar 24 - Mon, Mar 30
Spirit Airlines Logo
1:45 am - 11:08 am
SJU
-
SDF
9h 23m
1 stop
Spirit Airlines Logo
12:03 pm - 10:03 pm
SDF
-
SJU
10h 00m
1 stop
$293Spirit Airlines
Fri, Feb 27 - Fri, Mar 6
Multiple Airlines Logo
6:00 am - 12:21 pm
SJU
-
SDF
7h 21m
1 stop
Multiple Airlines Logo
1:19 pm - 11:13 pm
SDF
-
SJU
32h 54m
2 stops
$306Multiple Airlines
Fri, Feb 27 - Fri, Mar 6
Spirit Airlines Logo
6:00 am - 12:21 pm
SJU
-
SDF
7h 21m
1 stop
Spirit Airlines Logo
1:19 pm - 11:09 pm
SDF
-
SJU
8h 50m
1 stop
$315Spirit Airlines
Tue, Mar 24 - Mon, Mar 30
Multiple Airlines Logo
1:45 am - 11:08 am
SJU
-
SDF
9h 23m
1 stop
Multiple Airlines Logo
9:13 pm - 10:03 pm
SDF
-
SJU
24h 50m
2 stops
$321Multiple Airlines
Sat, Feb 14 - Mon, Feb 16
Delta Logo
3:55 pm - 11:58 pm
SJU
-
SDF
9h 03m
1 stop
Delta Logo
12:12 pm - 11:58 pm
SDF
-
SJU
10h 46m
1 stop
$326Delta
Wed, Mar 4 - Tue, Mar 10
United Airlines Logo
8:05 am - 8:09 pm
SJU
-
SDF
13h 04m
2 stops
United Airlines Logo
7:05 am - 8:26 pm
SDF
-
SJU
13h 21m
2 stops
$336United Airlines
Thu, Mar 26 - Mon, Mar 30
Southwest Logo
2:50 pm - 10:50 pm
SJU
-
SDF
8h 00m
1 stop
Southwest Logo
4:30 pm - 10:55 pm
SDF
-
SJU
6h 25m
1 stop
$346Southwest
Tue, Mar 31 - Sat, Apr 25
United Airlines Logo
1:50 pm - 1:17 pm
GCM
-
SDF
22h 27m
1 stop
United Airlines Logo
9:55 am - 3:05 pm
SDF
-
GCM
6h 10m
1 stop
$473United Airlines
Useful Info

Good to know

Low seasonSeptember
Cheapest flight$130
Best time to beat the crowds but there is an average 5% increase in price.
Most popular time to fly with an average 5% increase in price.
Flight from San Juan to Louisville

FAQs for booking flights from Caribbean Islands to Louisville

  • How does KAYAK find such low prices on flights from Caribbean Islands to Louisville?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Caribbean Islands to Louisville.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Caribbean Islands to Louisville?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Louisville from Caribbean Islands is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Caribbean Islands to Louisville?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Louisville with an airline and back to Caribbean Islands with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Caribbean Islands to Louisville?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Louisville from Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Caribbean Islands to Louisville

 
Need help choosing which airline to fly with from Caribbean Islands to Louisville? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.2
American AirlinesOverall score based on 11207 reviews
7.5Boarding
8.0Crew
7.2Comfort
6.4Food
6.9Entertainment
Airline reviews

Crew was clearly not loving their jobs at any point of the entire trip. Flight back from Mexico, I asked if they had food for sale for the 2.5+hr flight and they did not have any. The business class trip to Mexico also had noted that the catering company forgot to load food. The last leg of trip back had a similarly unhappy crew, a broken toilet, and my seat was broken (reclining would not lock which made landing a crossfit like event). This was a bad week for AA.

2.0 MediocreOmar, Jan 2026
MEX - DFW
Read more American Airlines reviews

Crew was clearly not loving their jobs at any point of the entire trip. Flight back from Mexico, I asked if they had food for sale for the 2.5+hr flight and they did not have any. The business class trip to Mexico also had noted that the catering company forgot to load food. The last leg of trip back had a similarly unhappy crew, a broken toilet, and my seat was broken (reclining would not lock which made landing a crossfit like event). This was a bad week for AA.

No gates avail at DFW so our incoming had to wait 30 mins for a plane to push back because they Had mechanical. We boarded 90 mins delayed and then we had a mechanical. Come on American…do better. Also at my seat the tray table had not been cleaned. Floor had not been cleaned. But captain and flight Att were very picture and apologetic.

Crew was helpful and cheerful especially when they had no refreshments to work with. The plane was never serviced and had nothing but limited water and coffee onboard. For the price point, a concern of services.

Flight was smooth, quick and felt safe. The 2 delays not happening would have been better but I guess that happens in the airline industry

Flight was canceled. I asked to be rerouted to OKC and then took an Uber.

AA did not allow to board a flight because my connecting flight from DFW had been canceled. I got on another flight to another city. No service on the plane and I did not use their entertainment system.

On time on a day with lots of weather cancellations on other flights. Thank you for getting me home during a winter storm!

Don't change gate multiple times make people run across the airport. Announce delays in a timely manner. Have maintenance crew ready. Don't delay and keep passengers on the plane for 3 hrs. on tarmac.

The plane was experiencing problems with the HVAC system, it was very cold in the front of the plane and very hot in the back.

We were upgraded to Business Class. So comfortable with great service and food options

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